The umbrella is for a senior portrait shoot with one girl. They are cheap enough I think I will pick up a 40" shootthrough.
Oh, I think you'll be fine with the umbrella for just one subject. It never hurts to have a larger one. In fact, you can get one up to seven feet from Westcott for $99 and power it with your SB-600, no problem, if you go for group portraits.
The next thing I would recommend would be to get a reflector - preferably silver or possibly white, but not gold. The reason for the reflector is to provide some fill light.
As you start to get your light closer, that light falls off faster and leaves some shadows that may be undesirable. You want some shadows, of course, but how dark do you want those shadows? Having a reflector gives you a chance to bounce some light back where the main light isn't hitting.
Let me give you an example. Here are two shots out of camera where I was setting up my lighting. I'm using a 53" octa soft box behind her to make the white background. Above her, I have a 17" Beauty Dish. Notice how the light doesn't make it around her throat.
The next thing to do is bring in something underneath for a clamshell light, since this setup was for a beauty shot. You could put a silver reflector there to do the job. In this case, I put my SB-900 below in a 36" octa soft box for the fill light.
You can see that the fill isn't as bright as the key light on her face, nor should it be. However, I wanted to cut down that drastic change in lighting. The final shots, with retouching, looked like this one:
Sam MM #802603 by
wbeem, on Flickr
Sometimes you WANT those shadows to be darker, but it creates a moodier scene, like this one:
No Drama, Please by
wbeem, on Flickr
It's all about figuring out what you want to convey, and then using light falloff, fill, etc to sculpt the portrait.